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Issue 8, 2017
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Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

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Abstract

Hydrogen sulfide (H2S) is an important biomolecule with high therapeutic potential. Here we leverage the inverse-electron demand Diels–Alder (IEDDA) click reaction between a thiocarbamate-functionalized trans-cyclooctene and a tetrazine to deliver carbonyl sulfide (COS), which is quickly converted to H2S by the uniquitous enzyme carbonic anhydrase (CA), thus providing a new strategy for bio-orthogonal COS/H2S donation.

Graphical abstract: Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

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Supplementary files

Article information


Submitted
30 Nov 2016
Accepted
20 Dec 2016
First published
22 Dec 2016

This article is Open Access

Chem. Commun., 2017,53, 1378-1380
Article type
Communication

Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

A. K. Steiger, Y. Yang, M. Royzen and M. D. Pluth, Chem. Commun., 2017, 53, 1378
DOI: 10.1039/C6CC09547J

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